data_3DL # _chem_comp.id 3DL _chem_comp.name "4-[6-(3-hydroxyphenyl)pyrazin-2-yl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H12 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-07-30 _chem_comp.pdbx_modified_date 2014-12-12 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 292.289 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3DL _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4QYE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 3DL O3 O3 O 0 1 N N N 9.694 5.811 15.003 -6.627 -0.077 -0.062 O3 3DL 1 3DL C17 C17 C 0 1 N N N 9.810 6.897 15.605 -5.696 -0.853 0.020 C17 3DL 2 3DL O2 O2 O 0 1 N N N 10.854 7.586 15.561 -5.928 -2.177 0.110 O2 3DL 3 3DL C1 C1 C 0 1 Y N N 8.649 7.370 16.417 -4.309 -0.345 0.014 C1 3DL 4 3DL C6 C6 C 0 1 Y N N 7.570 6.519 16.587 -4.067 1.027 -0.084 C6 3DL 5 3DL C5 C5 C 0 1 Y N N 6.478 6.920 17.335 -2.774 1.499 -0.089 C5 3DL 6 3DL C4 C4 C 0 1 Y N N 6.483 8.162 17.964 -1.705 0.608 0.004 C4 3DL 7 3DL C3 C3 C 0 1 Y N N 7.553 9.027 17.785 -1.945 -0.763 0.103 C3 3DL 8 3DL C2 C2 C 0 1 Y N N 8.640 8.630 17.013 -3.238 -1.237 0.114 C2 3DL 9 3DL C7 C7 C 0 1 Y N N 5.272 8.581 18.708 -0.312 1.117 -0.002 C7 3DL 10 3DL N2 N2 N 0 1 Y N N 4.133 7.882 18.489 0.707 0.266 -0.018 N2 3DL 11 3DL C10 C10 C 0 1 Y N N 2.988 8.254 19.104 1.952 0.728 -0.023 C10 3DL 12 3DL C9 C9 C 0 1 Y N N 2.991 9.383 19.919 2.185 2.104 -0.012 C9 3DL 13 3DL N1 N1 N 0 1 Y N N 4.112 10.075 20.112 1.168 2.947 0.005 N1 3DL 14 3DL C8 C8 C 0 1 Y N N 5.247 9.713 19.517 -0.072 2.492 0.004 C8 3DL 15 3DL C11 C11 C 0 1 Y N N 1.734 7.516 18.827 3.095 -0.218 -0.041 C11 3DL 16 3DL C16 C16 C 0 1 Y N N 0.608 7.666 19.627 4.399 0.260 0.058 C16 3DL 17 3DL C15 C15 C 0 1 Y N N -0.558 6.983 19.308 5.462 -0.628 0.041 C15 3DL 18 3DL O1 O1 O 0 1 N N N -1.633 7.134 20.134 6.736 -0.166 0.137 O1 3DL 19 3DL C14 C14 C 0 1 Y N N -0.629 6.166 18.175 5.226 -1.991 -0.075 C14 3DL 20 3DL C13 C13 C 0 1 Y N N 0.487 6.038 17.349 3.931 -2.466 -0.174 C13 3DL 21 3DL C12 C12 C 0 1 Y N N 1.660 6.722 17.673 2.866 -1.589 -0.152 C12 3DL 22 3DL H1 H1 H 0 1 N N N 11.499 7.150 15.016 -6.852 -2.462 0.105 H1 3DL 23 3DL H2 H2 H 0 1 N N N 7.581 5.539 16.134 -4.895 1.718 -0.157 H2 3DL 24 3DL H3 H3 H 0 1 N N N 5.621 6.270 17.431 -2.587 2.560 -0.166 H3 3DL 25 3DL H4 H4 H 0 1 N N N 7.542 10.005 18.243 -1.117 -1.452 0.176 H4 3DL 26 3DL H5 H5 H 0 1 N N N 9.477 9.298 16.875 -3.423 -2.298 0.195 H5 3DL 27 3DL H6 H6 H 0 1 N N N 2.077 9.700 20.398 3.197 2.480 -0.015 H6 3DL 28 3DL H7 H7 H 0 1 N N N 6.145 10.296 19.662 -0.900 3.185 0.013 H7 3DL 29 3DL H8 H8 H 0 1 N N N 0.640 8.311 20.493 4.582 1.321 0.148 H8 3DL 30 3DL H9 H9 H 0 1 N N N -1.406 7.720 20.846 7.063 -0.099 1.045 H9 3DL 31 3DL H10 H10 H 0 1 N N N -1.542 5.638 17.942 6.056 -2.682 -0.089 H10 3DL 32 3DL H11 H11 H 0 1 N N N 0.444 5.416 16.467 3.753 -3.528 -0.261 H11 3DL 33 3DL H12 H12 H 0 1 N N N 2.521 6.639 17.027 1.856 -1.963 -0.230 H12 3DL 34 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 3DL O3 C17 DOUB N N 1 3DL O2 C17 SING N N 2 3DL C17 C1 SING N N 3 3DL C1 C6 DOUB Y N 4 3DL C1 C2 SING Y N 5 3DL C6 C5 SING Y N 6 3DL C2 C3 DOUB Y N 7 3DL C5 C4 DOUB Y N 8 3DL C13 C12 DOUB Y N 9 3DL C13 C14 SING Y N 10 3DL C12 C11 SING Y N 11 3DL C3 C4 SING Y N 12 3DL C4 C7 SING N N 13 3DL C14 C15 DOUB Y N 14 3DL N2 C7 DOUB Y N 15 3DL N2 C10 SING Y N 16 3DL C7 C8 SING Y N 17 3DL C11 C10 SING N N 18 3DL C11 C16 DOUB Y N 19 3DL C10 C9 DOUB Y N 20 3DL C15 C16 SING Y N 21 3DL C15 O1 SING N N 22 3DL C8 N1 DOUB Y N 23 3DL C9 N1 SING Y N 24 3DL O2 H1 SING N N 25 3DL C6 H2 SING N N 26 3DL C5 H3 SING N N 27 3DL C3 H4 SING N N 28 3DL C2 H5 SING N N 29 3DL C9 H6 SING N N 30 3DL C8 H7 SING N N 31 3DL C16 H8 SING N N 32 3DL O1 H9 SING N N 33 3DL C14 H10 SING N N 34 3DL C13 H11 SING N N 35 3DL C12 H12 SING N N 36 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 3DL SMILES ACDLabs 12.01 "O=C(O)c3ccc(c2nc(c1cc(O)ccc1)cnc2)cc3" 3DL InChI InChI 1.03 "InChI=1S/C17H12N2O3/c20-14-3-1-2-13(8-14)16-10-18-9-15(19-16)11-4-6-12(7-5-11)17(21)22/h1-10,20H,(H,21,22)" 3DL InChIKey InChI 1.03 RUXBJTDGOHITBG-UHFFFAOYSA-N 3DL SMILES_CANONICAL CACTVS 3.385 "Oc1cccc(c1)c2cncc(n2)c3ccc(cc3)C(O)=O" 3DL SMILES CACTVS 3.385 "Oc1cccc(c1)c2cncc(n2)c3ccc(cc3)C(O)=O" 3DL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)O)c2cncc(n2)c3ccc(cc3)C(=O)O" 3DL SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)O)c2cncc(n2)c3ccc(cc3)C(=O)O" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 3DL "SYSTEMATIC NAME" ACDLabs 12.01 "4-[6-(3-hydroxyphenyl)pyrazin-2-yl]benzoic acid" 3DL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[6-(3-hydroxyphenyl)pyrazin-2-yl]benzoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3DL "Create component" 2014-07-30 RCSB 3DL "Initial release" 2014-12-17 RCSB #